2,3,5-tri-O-benzyl-α- and β-D-arabinofuranosyl chlorides

Base Information

• Chemical Name: 2,3,5-tri-O-benzyl-α- and β-D-arabinofuranosyl chlorides
• CAS No.: 52554-29-7
• Molecular Formula: C26H27ClO4
• Molecular Weight: 438.951

Synonyms:2,3,5-tri-O-benzyl-α- and β-D-arabinofuranosyl chlorides;2,3,5-tri-O-benzyl-alpha- and beta-D-arabinofuranosyl chlorides;2,3,5-Tri-O-benzyl-D-arabinosyl chloride;2,3,5-Tris-O-(phenylmethyl)-D-arabinofuranosyl chloride

Chemical Property of 2,3,5-tri-O-benzyl-α- and β-D-arabinofuranosyl chlorides

Chemical Property:

• Boiling Point: 560.0±50.0 °C(Predicted)
• PSA: 36.92000
• Density: 1.22±0.1 g/cm3(Predicted)
• LogP: 5.33770

Purity/Quality:

95% ^*data from raw suppliers

(3S,4R,5R)-2-chloro-3,4-bis(phenylmethoxy)-5-(phenylmethoxymethyl)oxolane 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3,5-tri-O-benzyl-α- and β-D-arabinofuranosyl chlorides

There total 4 articles about 2,3,5-tri-O-benzyl-α- and β-D-arabinofuranosyl chlorides which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.1%

1-O-acetyl-2,3,5-tris-O-(benzyl)-α, β-D-arabinofuranose (62255-44-1) → 2,3,5-tri-O-benzyl-α- and β-D-arabinofuranosyl chlorides (52554-29-7)

Guidance literature:

With hydrogenchloride; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1016/j.bmcl.2004.11.029

Reference yield: 85.0%

2,3,5-tri-O-benzyl-D-arabinofuranose (160549-10-0) → 2,3,5-tri-O-benzyl-α- and β-D-arabinofuranosyl chlorides (52554-29-7)

Guidance literature:

With pyridine; bis(trichloromethyl) carbonate; In tetrahydrofuran; at 25 ℃;

DOI:10.1016/S0008-6215(00)00115-4

Reference yield:

2,3,5-tri-O-benzyl-1-O-(p-nitrobenzoyl)-α-D-arabinofuranose (31598-79-5) → 2,3,5-tri-O-benzyl-α- and β-D-arabinofuranosyl chlorides (52554-29-7)

Guidance literature:

With hydrogenchloride; In dichloromethane;

upstream raw materials:

2,3,5-tri-O-benzyl-1-O-(p-nitrobenzoyl)-α-D-arabinofuranose

2,3,5-tri-O-benzyl-D-arabinofuranose

1-O-acetyl-2,3,5-tris-O-(benzyl)-α, β-D-arabinofuranose

Downstream raw materials:

4-methoxy-2-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-21H-pyrazolo<3.4-d>pyrimidine

4-methoxy-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-1H-pyrazolo<3.4-d>pyrimidine

4-methoxy-1-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-1H-pyrazolo<3.4-d>pyrimidine

N-Benzoyl-9-(2',3',5'-tri-O-benzyl-β-D-arabinofuranosyl)-2-ethylthioadenine

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